US993736A - Vat dye. - Google Patents
Vat dye. Download PDFInfo
- Publication number
- US993736A US993736A US58399610A US1910583996A US993736A US 993736 A US993736 A US 993736A US 58399610 A US58399610 A US 58399610A US 1910583996 A US1910583996 A US 1910583996A US 993736 A US993736 A US 993736A
- Authority
- US
- United States
- Prior art keywords
- vat
- dye
- vat dye
- new
- soluble
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000984 vat dye Substances 0.000 title description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 10
- 239000000975 dye Substances 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- AQSOTOUQTVJNMY-UHFFFAOYSA-N 7-(dimethylamino)-4-hydroxy-3-oxophenoxazin-10-ium-1-carboxylic acid;chloride Chemical compound [Cl-].OC(=O)C1=CC(=O)C(O)=C2OC3=CC(N(C)C)=CC=C3[NH+]=C21 AQSOTOUQTVJNMY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- 241000269627 Amphiuma means Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940032330 sulfuric acid Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/36—Dyes with acylated amino groups
- C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
- C09B1/43—Dicarboxylic acids
Definitions
- quinone dyes bluishgreen that obtained from 4.4'-dichloro-3.3,-dimethyldiphenyl+ 1-amino-2-methyl-anthra uinone d esviolet, that obtained from 3.3'3iichlorod1phenyl-laxionobenzoyl-l.4-diaminoanthraquinone dyes ue.
- I claim v 1. The hereindescribed new vat dyestufi's obtainable by condensing a dihalogendiaryl compound with an aminoanthraquinone, hanging probably the following general formu a z in which A. means an anthraquinone substance and R an atom of h drogen which may be substituted by alky groups which dyes are after being dried and pulverized dark powders soluble in pyridin with from Patented May 30, 1911.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
. 1 UNITED v STATES PATENT OFFICE.
PAUL 'THOMASOHEW SI ZI, OI VOHWINKEL, NEAR ELIBERFELD, GERMANY, ASSIGNOB '10 FARBENFAIBBIKEN VOBM. FBIEDR. BAYER & 60., OF ELBERFELD, GERMANY, A
' -diehlorodiphenyls,
5 aminoanthr uinone.
- 'lowing gene 993,736. ll'o Drawing.
CORPORATION OF GERMANY.
sxi, doctor of philosophy, chemist, citizen'of -theGerman Em ire, residing at Vohwinkel,
n'ear Elberfeld, ermany, have invented new and. useful Improvements in Vat 'Dye, of
which the following is a specification. .rThe present invention concerns the 'manu- ".facture and production of new vat dyes which can be obtained by condensing polyhalogenated diarylcompounds, especial y dichloro dimethyldiphenyla-with at least two'molecules of an The new es having probably the fol-' ml formula:
in. whichA means an anthraquinone sub- ,..stance and R an atom of'hydrogen which I" may be substituted by alkyl' oups are after bein dried and pulverize dark powders solu le in pyridin'withfrom a bluish-red to'blue to-violet color; soluble in concen .trated sulfuric acid generally with a yellowishto brown'to olivecolor; yielding vats with hydrosulfite and caustic soda lye, dyeing cotton from red to violet to blue to green v .fast shades.-
In order to illustrate the new process more fully. the following example is given, the
- parts being by weight :-A mixture of 2 Ia'nh drous sodium acetate, 0.5
1 Cu 1 and 40 parts. of naphthalene 1s heated to boiling durmg 10 hours until the quantity of the dye does no longer increase. Alcohol 1 is added, the new dye 1s filtered oif from the liquid and washed with alcohol and then with hot water. It is a brown crystalline.
owder soluble in boiling pyridin with a bluish-red color, soluble in concentrated sul furic acid with a yellow color. Upon treatment with hydrosulfite and caustic soda lye an orange-brown vat is obtained which dyes "cotton fast violet.
The dye obtained from 4.4-dibromodiphenyl and 1-monobenzoyl--aminoanthra- .Gopiesgt this Patent may be obtained for Specification of Letters Patent.
Application died September 27,- 1910. Serial 80, 588,986.
VAT DYE.
quinone dyes bluishgreen, that obtained from 4.4'-dichloro-3.3,-dimethyldiphenyl+ 1-amino-2-methyl-anthra uinone d esviolet, that obtained from 3.3'3iichlorod1phenyl-laxionobenzoyl-l.4-diaminoanthraquinone dyes ue. I claim v 1. The hereindescribed new vat dyestufi's obtainable by condensing a dihalogendiaryl compound with an aminoanthraquinone, hanging probably the following general formu a z in which A. means an anthraquinone substance and R an atom of h drogen which may be substituted by alky groups which dyes are after being dried and pulverized dark powders soluble in pyridin with from Patented May 30, 1911.
a bluish-red to blue to violet color; being Y soluble in concentrated sulfuric acid generally with a yellow to brown to olive color;
dyeing cotton from the vat from red to violet to blue to green shades, substantially as described.
2. The herein described new d e obtainable from para-para -dichlorodi enyl and two molecules of l-aminoant ra uinone having probably the following formu a:
nsme which is after being dried and ulverized a brown crystalline owder, solub e in boiling pyridin with a b uish-red color, soluble in concentrated sulfuric acid with a ellow color; dyeing cotton from a hydrosnl te vat fast violet shades, substantially as described. I
In testimony whereof I have hereunto set my hand in the presence of two subscribing witnesses.
PAUL THOMASGHEWSKI.
Witnesses: r
CHAS. J. Wmon'r, WALTER VONNEGUT.-
five cents each, by addressing the Commissioner of Patents, Washington, D. 0."
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58399610A US993736A (en) | 1910-09-27 | 1910-09-27 | Vat dye. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58399610A US993736A (en) | 1910-09-27 | 1910-09-27 | Vat dye. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US993736A true US993736A (en) | 1911-05-30 |
Family
ID=3062069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US58399610A Expired - Lifetime US993736A (en) | 1910-09-27 | 1910-09-27 | Vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US993736A (en) |
-
1910
- 1910-09-27 US US58399610A patent/US993736A/en not_active Expired - Lifetime
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